3-[(6-Acetyl-3,5,7-trihydroxy-2,2-dimethyl-3,4-dihydrochromen-8-yl)methyl]-6-ethyl-4-hydroxy-5-methylpyran-2-one

Details

• Internal ID: 86bfa7e9-ca9d-4a49-a089-547683f2e2e0
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 3-[(6-acetyl-3,5,7-trihydroxy-2,2-dimethyl-3,4-dihydrochromen-8-yl)methyl]-6-ethyl-4-hydroxy-5-methylpyran-2-one
• InChI: InChI=1S/C22H26O8/c1-6-14-9(2)17(25)13(21(28)29-14)7-11-18(26)16(10(3)23)19(27)12-8-15(24)22(4,5)30-20(11)12/h15,24-27H,6-8H2,1-5H3
• InChI Key: ZHASTOCUIGFLGP-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₆O₈
• Molecular Weight: 418.40 g/mol
• Exact Mass: 418.16276778 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.50
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9240	92.40%
Caco-2	-	0.6158	61.58%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5789	57.89%
OATP2B1 inhibitior	-	0.7132	71.32%
OATP1B1 inhibitior	+	0.7431	74.31%
OATP1B3 inhibitior	+	0.8519	85.19%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5121	51.21%
P-glycoprotein inhibitior	-	0.7155	71.55%
P-glycoprotein substrate	-	0.5858	58.58%
CYP3A4 substrate	+	0.6492	64.92%
CYP2C9 substrate	+	0.8340	83.40%
CYP2D6 substrate	-	0.8391	83.91%
CYP3A4 inhibition	-	0.8607	86.07%
CYP2C9 inhibition	-	0.8681	86.81%
CYP2C19 inhibition	-	0.9063	90.63%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.7840	78.40%
CYP2C8 inhibition	+	0.5227	52.27%
CYP inhibitory promiscuity	-	0.9452	94.52%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6767	67.67%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.6606	66.06%
Skin irritation	-	0.7445	74.45%
Skin corrosion	-	0.9241	92.41%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4922	49.22%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.8575	85.75%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.6767	67.67%
Acute Oral Toxicity (c)	III	0.4637	46.37%
Estrogen receptor binding	+	0.8866	88.66%
Androgen receptor binding	+	0.6435	64.35%
Thyroid receptor binding	+	0.5134	51.34%
Glucocorticoid receptor binding	+	0.8350	83.50%
Aromatase binding	+	0.7395	73.95%
PPAR gamma	+	0.7352	73.52%
Honey bee toxicity	-	0.8283	82.83%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5049	50.49%
Fish aquatic toxicity	+	0.9829	98.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.87%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.79%	89.34%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.64%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.87%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.39%	89.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.85%	96.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.69%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.94%	100.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.56%	97.21%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.65%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.45%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.44%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.01%	99.23%

Plants that contains it

• Helichrysum plicatum
• Helichrysum stoechas

Cross-Links

• PubChem: 102517213
• LOTUS: LTS0075592
• wikiData: Q104397753